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基于 MS/MS 分子网络的乳香树脂中保肝多羟基海松烷二萜的引导发现。

Guided discovery of hepatoprotective polyhydroxy cembrane-type diterpenoids from the gum resin of Boswellia carterii by MS/MS molecular networking.

机构信息

School of Pharmaceutical Sciences, Qilu University of Technology (Shandong Academy of Sciences), Jinan, 250014, China; Key Laboratory for Applied Techonology of Sophisticated Analytical Instruments of Shandong Province, Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), China.

Chemical Technology Research Institute of Shandong, Qingdao University of Science and Technology, Jinan, 250014, China.

出版信息

Phytochemistry. 2023 Dec;216:113897. doi: 10.1016/j.phytochem.2023.113897. Epub 2023 Oct 20.

Abstract

Seven previously undescribed polyhydroxy cembrane-type diterpenoids, olibanols A-G (1-7) were obtained from the gum resin of Boswellia carterii by means of MS/MS molecular networking. Compound 2 possessed four hydroxy groups, 1, 3, 4, 5, and 6 had three hydroxy groups, 7 with one hydroxy group, among which 1 and 4 were a pair of epimers with double bond at C-3 and hydroxy at C-8. Structures of these previously undescribed compounds were determined by NMR analysis and ECD calculations. All the polyhydroxy cembrane-type diterpenoids obtained were assayed for their hepatoprotective effects against the anti-tuberculosis drug-induced hepatic damage to the HRZ-induced HepG2 cells. As results indicated, compounds 3, 4, and 6 showed significant hepatoprotective effects against the hepatic damage via the Nrf2 signal pathway, which could be developed as potential hepatoprotective agents against the anti-tuberculosis drug-induced hepatic damage.

摘要

从乳香树的胶树脂中,通过 MS/MS 分子网络技术分离得到了 7 个以前未被描述的多羟基海松烷型二萜类化合物,即橄榄醇 A-G(1-7)。化合物 2 含有 4 个羟基,1、3、4、5 和 6 各有 3 个羟基,7 有 1 个羟基,其中 1 和 4 是一对差向异构体,在 C-3 位有双键,在 C-8 位有羟基。通过 NMR 分析和 ECD 计算确定了这些以前未被描述的化合物的结构。对所有获得的多羟基海松烷型二萜类化合物进行了抗结核药物诱导的 HRZ 诱导 HepG2 细胞肝损伤的保肝作用测定。结果表明,化合物 3、4 和 6 通过 Nrf2 信号通路对肝损伤表现出显著的保肝作用,可作为抗结核药物诱导的肝损伤的潜在保肝剂进行开发。

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